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| Rank | Player | Reaches | Tournament |
|---|---|---|---|
| 1 |  Roger Federer | 18 | Indian Wells Masters |
| 2 | Roger Federer | 17 | Miami Masters |
| 3 |  Feliciano Lopez | 17 | Madrid Masters |
| 4 |  Andre Agassi | 16 | Miami Masters |
| 5 |  Fabrice Santoro | 16 | Monte Carlo Masters |
| 6 | Feliciano Lopez | 16 | Miami Masters |
| 7 | Fernando Verdasco | 16 | Miami Masters |
| 8 |  Andy Murray | 16 | Indian Wells Masters |
| 9 |  Fabio Fognini | 16 | Rome Masters |
| 10 | John Isner | 16 | Cincinnati Masters |
| 11 | Filippo Volandri | 15 | Rome Masters |
| 12 | Feliciano Lopez | 15 | Rome Masters |
| 13 |  Mikhail Youzhny | 15 | Canada Masters |
| 14 | Feliciano Lopez | 15 | Cincinnati Masters |
| 15 | Fernando Verdasco | 15 | Madrid Masters |
| 16 | Rafael Nadal | 15 | Indian Wells Masters |
| 17 | David Ferrer | 15 | Miami Masters |
| 18 |  Novak Djokovic | 15 | Indian Wells Masters |
| 19 |  Daniel Nestor | 14 | Canada Masters |
| 20 | Fabrice Santoro | 14 | Rome Masters |